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CHEBI:42255 - (−)-epigallocatechin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (−)-epigallocatechin
ChEBI ID CHEBI:42255
ChEBI ASCII Name (-)-epigallocatechin
Definition A flavan-3,3',4',5,5',7-hexol having (2R,3R)-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:31029, CHEBI:42251
Supplier Information
Save molfile Download Molfile
Formula C15H14O7
Net Charge 0
Average Mass 306.26746
Monoisotopic Mass 306.074
InChI InChI=1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1
InChIKey XMOCLSLCDHWDHP-IUODEOHRSA-N
SMILES O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c1cc(O)c(O)c(O)c1
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
food component
Any substance that is distributed in foodstuffs. It includes materials derived from plants or animals, such as vitamins or minerals, as well as environmental contaminants.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (−)-epigallocatechin (CHEBI:42255) has role antioxidant (CHEBI:22586)
(−)-epigallocatechin (CHEBI:42255) has role food component (CHEBI:78295)
(−)-epigallocatechin (CHEBI:42255) has role plant metabolite (CHEBI:76924)
(−)-epigallocatechin (CHEBI:42255) is a catechin (CHEBI:23053)
(−)-epigallocatechin (CHEBI:42255) is a flavan-3,3',4',5,5',7-hexol (CHEBI:71224)
(−)-epigallocatechin (CHEBI:42255) is enantiomer of (+)-epigallocatechin (CHEBI:71227)
Incoming (−)-epicatechin-(4β→8)-(−)-epigallocatechin (CHEBI:75670) has functional parent (−)-epigallocatechin (CHEBI:42255)
(−)-epigallocatechin 3-gallate (CHEBI:4806) has functional parent (−)-epigallocatechin (CHEBI:42255)
(−)-epigallocatechin-(4β→6)-(+)-catechin (CHEBI:75673) has functional parent (−)-epigallocatechin (CHEBI:42255)
(−)-epigallocatechin-(4β→8)-(−)-epicatechin (CHEBI:75669) has functional parent (−)-epigallocatechin (CHEBI:42255)
(+)-catechin-(4α→8)-(−)-epigallocatechin (CHEBI:75667) has functional parent (−)-epigallocatechin (CHEBI:42255)
epigallocatechin-(4β→8,2β→O-7)-epicatechin (CHEBI:65854) has functional parent (−)-epigallocatechin (CHEBI:42255)
(+)-epigallocatechin (CHEBI:71227) is enantiomer of (−)-epigallocatechin (CHEBI:42255)
IUPAC Name
(2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
Synonyms Sources
(-)-3,3',4',5,5',7-Flavanhexol ChemIDplus
(-)-Epigallocatechin KEGG COMPOUND
(2R,3R)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol PDBeChem
2,3-cis-epigallocatechin MetaCyc
Epigallocatechol ChemIDplus
Epigallocatechol KEGG COMPOUND
L-Epigallocatechin ChemIDplus
Database Links Databases
C00008818 KNApSAcK
C12136 KEGG COMPOUND
CPD-10411 MetaCyc
EGT PDBeChem
HMDB38361 HMDB
LMPK12020004 LIPID MAPS
LSM-20967 LINCS
View more database links
Registry Numbers Types Sources
3655868 Beilstein Registry Number Beilstein
94057 Reaxys Registry Number Reaxys
970-74-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10775337 PubMed citation Europe PMC
19653629 PubMed citation Europe PMC
19937856 PubMed citation Europe PMC
Last Modified
25 February 2016